The Ryan Hanley Show - Scaling for Freedom: The New Entrepreneurial Mindset | Mac Lackey

Episode Date: June 26, 2025

Join our community of fearless leaders in search of unreasonable outcomes... Want to become a FEARLESS entrepreneur and leader? Go here: https://www.findingpeak.com Watch on YouTube: https://link....ryanhanley.com/youtube In this conversation, Ryan Hanley and Mac Lackey explore the evolving landscape of entrepreneurship, emphasizing the importance of scaling for freedom rather than adhering to traditional hustle culture. Mac shares his personal journey of balancing business success with family life, highlighting the need for a performance-driven culture in organizations. They discuss the challenges of transitioning to a performance-based mindset, the significance of effective time management, and the role of health as a competitive advantage. Mac also shares insights from his experience owning a soccer team, illustrating the unique dynamics of managing a sports franchise and the passionate relationship between fans and their teams. Mac Lackey Website: https://maclackey.com/ LinkedIn: https://www.linkedin.com/in/maclackey/ Episodes You Might Enjoy From $2 Million Loss to World-Class Entrepreneur: https://lnk.to/delk From One Man Shop to $200M in Revenue: https://lnk.to/tommymello Is Psilocybin the Gateway to Self-Mastery? https://lnk.to/80upZ9

Transcript
Discussion (0)
Starting point is 00:00:00 There's three things I end up spending a lot of time with entrepreneurs on because there's the mindset and strategic and all the stuff that feels great and there's the practical reality of your day-to-day life as an entrepreneur. And for most every entrepreneur, there's three things on there that are the things that truly destroy us tactically. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started.
Starting point is 00:00:29 I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started.
Starting point is 00:00:37 I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. I'm going to go ahead and get started. Because I think your tact, the position that you take around
Starting point is 00:00:47 this idea of scaling for freedom is something that I get a ton of questions about, and I'm not an entrepreneur coach. I am an entrepreneur, currently CEO of an AI company, but I don't do any coaching, whatever, but you get these side messages, right? And they seem to be around this, there seems to be a really messy moment, at least that I'm seeing, where
Starting point is 00:01:10 some of the traditional stuff either isn't working as well as it did, or people are worried because they see AI. At the same time, I think burnout over the last 20 years of tech kind of grind hustle culture is starting to get to people. It seems like the generation in their early 20s is maybe looking at their life a little differently than I want to be locked in a garage for 20 hours a day. Like maybe we just start there like where did this come about for you? Like when you started building all these businesses and growing them and exiting from them, how did the idea of doing that to have freedom start to come into your own life?
Starting point is 00:01:51 Yeah, it's such a good question and I think it's incredibly relevant. I mean, even the way you sort of positioned it, I think the last decade or two hustle culture has just become this badge of honor and I think it's sad entrepreneurs kind of feel like that's what they have to do. They have to accept these incredible trade-offs, whether it's personal freedom or health or time with friends and family to go build a business so that at some point in the future,
Starting point is 00:02:18 hopefully they can live the life they want. And I just sort of fundamentally disagree with that. And so for me, you know, my journey, I started my first company, this ages me for sure, but you know, first quarter of 1995, Netscape launched the commercial web browser. I started an internet company almost immediately thereafter, so I was really early in web one and I built and sold two companies in my 20s.
Starting point is 00:02:44 Those companies were definitely defined as kind of garage startups, you know, under resourced. I came from kind of no resources. So incredible success in terms of I felt very fortunate and blessed to have built and sold companies. It was amazing. But I was probably a classic workaholic. And then in that second business was sold in July of 2000. My second or my first daughter was about to be born in August of 2000. And that moment is where
Starting point is 00:03:18 everything changed for me because I imagined this life as a father, something I was incredibly excited about, and I wanted to be there for kind of every moment. You know, I wanted to be home for dinner. I wanted to coach the soccer teams and go to the school plays. And in that moment, every one of my friends and peers and even mentors said, Mac, you're a workaholic. Like, how are you going to be home at five o'clock?
Starting point is 00:03:42 Like all you do is work. And I made a decision literally a week before my daughter was born, I kind of leaned down to my wife's belly and said I don't know how but I'm gonna be there for everything and I wasn't really willing to accept that I was at the end of the entrepreneur journey, I was gonna have to be a lifestyle guy to be a present father. So incredibly long story short, I just made the decision. I am committed to being there for my kid and ultimately I had two girls but initially it was the one and the way I always sort of positioned this which I think is super
Starting point is 00:04:19 relevant is my daughter was born August 21st of 2000. I dropped her off for her freshman year at NYU August 23rd of 2019. So literally 19 years almost to the day, I dropped her off for her freshman year of university. And I looked at her and I said, I wasn't the perfect dad, I made plenty of mistakes. But I was there for everything. Like I carved the pumpkins,
Starting point is 00:04:42 I was home almost every night for dinner at five. But I also built and sold four more companies. And so over those 19 years, I sort of lived the case study that I didn't know how it was going to work. I didn't know if it was even possible. But I was just not going to accept the trade-offs that everybody was telling me I had to accept. And so at this point, you know, I sort of look back over that.
Starting point is 00:05:03 I feel really fortunate. But that moment in 2000, where I just decided I'm not going to follow this traditional path and accept these trade-offs because that's not going to be my life. I didn't know if it'd work or not, but, um, that's kind of when it all changed for me and led to a very different life. How did you make it work? So I think, um, yeah, I mean, with the benefit of hindsight, things are much easier to see.
Starting point is 00:05:28 When it sort of started, one of my favorite, very brief stories I'll tell you is right after she was home from the hospital, of course, she wouldn't know if I was there or not, right? She's a baby, but I had already decided I'm gonna be home for dinner. And so in order to be home for dinner, I set an alarm at 445 so I could leave the office and get home in about 15, 20 minutes. And the very first day it happened, I was up on the whiteboard in front of my company. I was running a tech business at the time
Starting point is 00:05:58 talking strategy. The alarm goes off at 445. I literally dropped the dry erase pin and turned around and walked out of the office. And I'm positive that people in the room thought like, oh, clearly Max can like pop back in and say, haha, but I got in my car and drove home. And the next day, almost, you know, the same scenario, I was with my leadership team in the conference room talking about something, alarm goes off 445, literally walk out of the office.
Starting point is 00:06:25 And what happened was such an unbelievable positive. I was committed to leaving so I was prepared to deal with the consequences of stuff just kind of gets dropped, things don't go well. But after just a few days, the dialogue in my office very quickly shifted to not, I wonder if Mac's going to leave at 445, but Mac is going to leave at 445. Who's going to prepare the PowerPoint? Who's going to take a call from a customer at 530 because Mac's not going to be here? Who's going to... All of a sudden, people started adjusting schedules and planning and
Starting point is 00:07:02 proactively imagining, Mac's not here, so who's gonna do it? And then within a week or two, it was not, who's gonna do it? Who's the best person to run the meeting? Who's the best person to take the call? And so I really, truly watched these employees, teammates of mine, that I didn't realize I was actually holding them down,
Starting point is 00:07:23 because if Mac is in the office, Mac's gonna run the meeting. Mac's gonna Mac is in the office, Mac's gonna run the meeting, Mac's gonna hold the dry erase pen, Mac's gonna take the call. So I literally kind of threw everyone in the deep end with this just, you know, I had an absolute forcing function of I'm physically walking out at 445 no matter what. And the company adjusted, employees stepped up, people rose to the occasion. So I literally realized that the constraints and forcing functions I was creating for my own life by optimizing what mattered to me,
Starting point is 00:07:52 I was actually building a better business. Fast forward several companies later, my very last company, which I sold back in 2018, I was the largest shareholder, I was CEO or chairman maybe by title. I had no role in the company. I had a desk, but people didn't know if I was in the office or not, or if I was even in the country or not.
Starting point is 00:08:13 Everything ran with or without me the same way. People, processes, technology. So I just kind of learned to use these forcing functions to build better businesses that extracted me from the day to day. If we can stay in that early days company when you started to set these boundaries, what were some of the initial either mindset changes as the CEO or even tactical operational changes that you made? Not necessarily as your team adjusted, but that you personally as the leader made in order to allow them to flourish more and to continue to support this new culture
Starting point is 00:08:50 that you had created? Yeah, what a great question. A couple of things come to mind. Number one, it was a personal decision, but it had kind of a tactical implementation, which is number one, I'm not willing to accept the trade-offs and so that's a personal decision but I also have an obligation I'm a fiduciary to shareholders and partners and like I can't perform at a
Starting point is 00:09:16 lower level so I basically had to say if I'm going to you know not accept the trade-offs and optimize for what matters to me, which is time with my family, my business performance has to be the same or maybe even better. So I have to be more efficient and more hyper-focused on time and efficiency. I might be in the office three hours less, but I got to get as much or more done. And so that mindset was a big shift for me that I was looking in the mirror and saying, Mac, you have to perform at or better than when you were sitting in the office three hours more,
Starting point is 00:09:53 two days more, whatever the case was. Now that performance orientation became a great shift for the entire organization because I was able to look at anybody else and say, I don't care when you're in the office or not, this is a performance culture. You get your job done, you perform at or above and will be great if you don't perform.
Starting point is 00:10:13 I don't care how long you sit in the office, it's a performance culture. So a lot of those things started with me looking in the mirror, trying to hold myself accountable and then shifted to the way we built companies, the way we thought about things. Yeah, I had a very similar experience with my last company. My home industry is the insurance industry,
Starting point is 00:10:32 property casualty insurance. And I started a national commercial insurance agency, digital commercial insurance agency. So our value proposition was essentially, you can deliver the same amount of value digitally as you could in person. Cause, and I don't know how familiar you are with property casualty insurance, but at that time,
Starting point is 00:10:49 so this is 2020, I started seven days before COVID hit. Oh, wow. Not the best time to start a business, but we made it work. At that time, there was still the belief that I had to be in the same room with you for you to appreciate what I was doing with you. And I wanted to bust that on its head. And I found that traditional insurance salesmen and women producers, they could not vibe with that. They couldn't get through their head that they didn't have to be in the room. And what I found was,
Starting point is 00:11:22 that they didn't have to be in the room, right? And what I found was there was an immense amount of talent sitting in single moms and moms with young kids that had been tossed aside because they could not, simply could not work a traditional nine to five. They just, they had responsibilities to their children and they just, they had to take time or their kid pukes in the middle of the day and they gotta run out or whatever, right?
Starting point is 00:11:44 Right. And so I started scooping up all this talent they had to take time or their kid pukes in the middle of the day, they got to run out or whatever, right? And so I started scooping up all this talent. And it was like, it was really a, I got a lot of flak, because we had the same exact methodology. And it was a forcing function. Like, like, it wasn't like, I had this brilliant idea, it was more like, I need to be able to find people who can do the job. Right. And, and, and And basically we said the same thing. We were like, I literally don't care. You have X amount of work that you have to get done. Here's your numbers that you're agreeing to in your contract coming to work with us.
Starting point is 00:12:14 I don't care if you get them done at 9 p.m., 1.30 in the morning or whenever, you just have to hit your numbers and that's it. And it's like, there's an explaining that to people though, and it worked incredibly well for us. We exited four years from the time that we started and very, very good. But in explaining that and sharing it on here,
Starting point is 00:12:35 I've shared on the show before, and this is where I'm going with this question is like, I get a lot of people will lip service me, oh, that sounds cool. And they go right back to top end heavy, be here, activity based, performance reviews. And I struggle with why is that, why is moving to a performance culture particularly hard
Starting point is 00:13:00 for most leaders, most founders, right? I think you go through it enough times, or maybe I think tech is a little more vibes with this, but outside of tech really, a lot of businesses struggle with moving to this kind of performance-based culture. Why do you think that is? Yeah, it's a great point. I think it's heavily ingrained in business culture and entrepreneurial culture, I even mentor and coach entrepreneurs now that will say, my leadership style is I lead by example and how can I lead by example if I'm not in the office
Starting point is 00:13:36 working more than my employees? I wanna show them the way that you work hard and you do these things. And I normally smile and say, I understand, but what you're showing people is a broken paradigm. It is, yeah, let me punch the clock and show you how many hours I can work, not how I can perform, how efficient I am.
Starting point is 00:13:55 And I sort of took the other approach. One of the things that I still say all the time is, and this was very difficult for some of my early companies and my, you know, the constituencies around me, but I always used to say, you know, I work seven days a week and I play seven days a week, like Tuesday and Sunday are no different to me. Like, but people have this really funny, you know, mindset around nine to five,
Starting point is 00:14:19 Monday to Friday. And I said, well, I have, you know, daughters that I want to drive to school. And so I am not going to be in the office at nine because that's when they need to be at school. And I have, you know, daughters that I want to coach their soccer team post school and maybe that's at four o'clock. And so I kind of adjusted my schedule and people have often misunderstood that didn't mean, I've never said I didn't work hard.
Starting point is 00:14:43 You know, I feel like working hard is a core attribute of my whole philosophy. But I got to choose when, where, and how. And so a lot of mornings I would wake up really early, four in the morning, 430 in the morning, and I might do two hours of incredibly deep, uninterrupted work before my kids got up. And then I would literally turn off the computer, go make pancakes, drive my kids to school, and then I would go to work again. And sometimes I would put them to bed at night
Starting point is 00:15:13 and I would go back to work, or I would decide to work on a Sunday because they had a school play on a Tuesday. So these are self-imposed constraints that people have, and it's pervasive. I'm not naive about it. these are self-imposed constraints that people have. And it's pervasive. I'm not naive about it. A lot of people, when I say stuff like that, they're like, yeah, that would never work in my culture.
Starting point is 00:15:33 I'm like, well, that's because you haven't set it up so that it's based on performance. And then people are very happy that I might be working on Sunday because then they show up Monday to a very, a lot of great work that otherwise would have waited till Monday night or Tuesday. And so it's really a cultural decision. But what's wonderful about it for entrepreneurs is there is a direct correlation.
Starting point is 00:15:59 So, you know, I've built and sold six companies. I spend a lot of my life talking to entrepreneurs now about the exit process. And one of the things that I discovered is there is a direct correlation between three things that matter. One is the exit ability or exit value of a company, the ability for a company to scale, and for a founder or key executives personal freedom.
Starting point is 00:16:25 And people really think those things are diametrically opposed. Like hey, if I'm not grinding in the business, the exit value is going down or it'll be harder to sell. It's actually the opposite. Nobody wants to buy a company where the founder's in the critical path. If you're in all the meetings and making all the decisions and all the SOPs have your name on them, that is not a good business. It doesn't scale very well and it's really hard to exit. And if you do exit, you're gonna be in an
Starting point is 00:16:52 earn out for years. And so for me, when I discovered that it was sort of like, okay if I design a business that's really designed so I could sell it at any point, high exit value, high exit optionality, then I'm basically ensuring that I have a more scalable, efficient business and one where my personal freedom goes up, like sign me up for that all day long. But I think entrepreneurs just for whatever reason
Starting point is 00:17:18 have just believed this hustle thing that you just have to sacrifice and grind until one day you can sell it and then you finally can Travel with your kids or do whatever you care about and it's just not the facts Yeah You know I'm a case study for that the business that I was in prior to the last one that I started in Exited From I Was that I'm gonna show you the way right like I'm gonna do the things and you follow me along I literally started,
Starting point is 00:17:46 I had been telling, I had an individual on my team. She was incredibly talented, you know, gregarious, you know, she's getting very very good looking woman. Just like she like drew you in, right? And she's on my marketing team and I said I need you or I would like you to start telling some stories yourself about the business. like create a kind of sub YouTube channel. She was very good with video that was like her specialty. And I was like, you know, you talk about the business a while of things and you know, and she was kind of putting it off.
Starting point is 00:18:13 I could tell she was putting it off. She was like, she was nervous, right? And I completely understand that. So one day I literally just created a YouTube channel, like sub YouTube channel of our businesses for myself doing it. Like, and she, I get this message from her, you mother, you know what I mean? She knew what I was doing.
Starting point is 00:18:29 And like at the time that felt like the right thing to do, but here I am. All of a sudden, now I have this YouTube channel that I'm, that I'm building, like on the side and I'm like, what, this is so stupid. Like, why would I do this? This is just another job that I just created for myself. And it was, it wasn't, and I think that experience trained me to exactly what you're saying. And guys, I mean, listen to what Mac is saying. This is this is the maturation, I believe of the truly great leaders is when you the business that I, my most recent business, when I removed myself from the process and became kind of like of service instead of the service. Like you said, all of a sudden people started solving problems I didn't even see or didn't
Starting point is 00:19:13 even know about and taken off in different directions. It was like the whole business opened up when I got out of the way. And I think in retrospect, a lot of that was like my ego, like I'm the point of the spear, so I gotta be the point of the spear and things have to go through me. And the minute I changed that and started empowering my people,
Starting point is 00:19:37 we went faster further than I could have ever imagined in a period of time. I mean, my initial exit strategy was eight years and we sold in four. And that's only because I got the hell out of the way. Exactly. And so when you come across someone, someone calls you then, hey, Mac,
Starting point is 00:19:52 I'd love to hire you for some coaching, whatever. And you see that, particularly that part around the ego, like how do you start to break that down? Because I feel like that's a blind spot for a lot of entrepreneurs. They feel like they're doing the right thing and they can justify it. But at its core, it's kind of the their ego is the reason they're they're remaining in that spot, even though they know they should probably get out of the way. How do you start to break that down?
Starting point is 00:20:18 Yeah. So, you know, one of the things that is really critical, it's kind of like, you know, Tony Robbins, I think he used to always say that, we don't achieve our shoulds in life, we achieve our must. So I try to really understand if someone comes to me and says, Mac, I need your help.
Starting point is 00:20:34 It's like, let's talk about what that means. I need to free up time because I've neglected my family, my health is suffering, or I wanna sell my business. So we sort of start with, okay, how important is this goal? Like, are you committed to making these changes? Because if someone's saying it but they're not committed to making the changes, they'll just go right back to old behavior. So there is something important about how important it is it to you as an entrepreneur to scale your business, to have the freedom. Because most entrepreneurs, not all, but most
Starting point is 00:21:03 entrepreneurs start a business designing it on paper for what they want. They want the freedom. They want to make money. They want to scale it. They want to enjoy it. They want to be able to sell it one day and maybe have life changing outcomes. But then they kind of like get in the grind and they build this cage around themselves and they stop realizing that the business
Starting point is 00:21:25 is no longer doing those things. They're buried in the day to day. They're working more hours. They're probably, maybe their business is making more money but because they're reinvesting, their personal wealth isn't going up. It's all tied up in the business. So to me, I almost always have to take them,
Starting point is 00:21:41 let's look at how important this is. And then the thing that you have to do is you have to realize today in this moment as an entrepreneur, maybe you are the best person to answer the call, make the decision, write the code, design the logo, make all these things happen. But one never scales right you can't be the best at all those things because that's not your actual Unique ability or talent so we have to say what is the thing that you do? That's critical to the success of the business where you should be spending 80% of your time everything else we have to get off your plate and Ideally we're getting it to someone that that's what they are uniquely good at.
Starting point is 00:22:26 If you're doing finance because you're capable and you're probably better than your bookkeeper, you need to hire a controller or a CFO or a fractional resource because you're not going to move the needle as a finance resource. So to me, it's kind of breaking these things down that their goals are really critical
Starting point is 00:22:45 and then finding out what do they need to uniquely focus on to move the needle. As I always say, I literally look at my to-do list myself every day and same thing every morning in my life, I look at it and go, there's 50 things I could do. There's three of them that move the needle and that's what I got to do today. Not to get too tactical, but can you talk through that to-do list process? Because I think this is critical for, particularly for leadership, right? Like you said, I could go through this notebook that I have here and there's probably a thousand checkbox tasks that actually need to get done, right? But you said, like, that
Starting point is 00:23:26 if I went through them chronologically, that would be the biggest, you know, that would be the most inefficient way to do it. So is it do you, you know, I've heard some people just keep a running list and then every night they kind of pick their top three or like what is actually your process for making sure that when you show up in the morning, you know what you want to work on and what's going to move that needle the most as you described. Yeah, it's almost exactly again, my style, my system, you know, partially because of, I suppose, you know, age and what I was doing that worked when I was building my companies. I am definitely a notebook guy, you know, it's at my desk back here. Otherwise, I would show you it's literally like, you know, it's at my desk back here, otherwise I would show you. It's literally like, you know,
Starting point is 00:24:07 constantly making notes, circling tasks that need to be done, and that's just to make sure I capture them. But the reality is very, very similar to what you said. I look at that usually at night before I kind of shut down, and then in the morning and say, out of this list, what are the two, three, four things that are aligned to my personal goals and dreams?
Starting point is 00:24:31 I mean, I literally, I do have laying right in front of me, I have my daily non-negotiables that are kind of my key things. And I look at my list and say, are they aligned with what I care about most of my life, time with family, having impact, helping entrepreneurs. Okay, that's a key filter. Will it move the needle?
Starting point is 00:24:51 And then almost everything else on my list, I created an acronym forever ago. People have a million acronyms. Mine was dad because that was my focus. I wanna be a great dad, which means everything on my to-do list that doesn't move the needle in a significant way needs to be delegated automated or deleted so and I delete a
Starting point is 00:25:10 lot of stuff and people really struggle with that one I'm like this this just has to be off my list the only other thing I would say which is really interesting is I have two assistants and one of my executive assistant, I literally have a daily stand up with her. I live part time in Barcelona so she's in Barcelona sometimes I'm on her time zone, sometimes I'm in the US. We have a daily stand up and I tell her, you tell me what the most important thing I do today is because she knows all, I mean she checks my emails before I see them, she knows what's in the to-do list, she sees all the things because I want her to be another level of filter to me. What she thinks is the
Starting point is 00:25:55 most important thing that I do for my day probably should be on my top three because it's I owe somebody something, you know, a follow-up or I needed to record something or you or whatever it is, she has a really important sense, and that's that ego thing you talked about. I try to strip away all ego, and I say, you're technically my assistant, but you can tell me what to do.
Starting point is 00:26:17 Tell me what's the smartest thing for me to do today. What's the most important thing? If I have to cancel something, what's the smartest thing for me to cancel? I literally put that filter and that weight on her because she's good at what she does, but she has broad insight into what's on my list and what really matters to me. She'll tell me almost every day, I'll agree to meet with someone. This is tough for me. I try to be a nice, good, friendly person. And she'll and I'll say, oh, my friend from high school wanted to have a coffee next week.
Starting point is 00:26:49 And she'll literally be as I'm saying it, shaking her head. No. And I'm looking at her and she's like, remember, you don't have time to do that. Like you're trying to impact the world and help more people. You can definitely send a nice note to your friend, but you can't meet them for a coffee. You know, and of course I can override that and say it's one of my best friends I am gonna meet him but having that sort of accountability and filter to like I don't waste time on stuff that's not gonna be a line for me
Starting point is 00:27:13 and help try to do what I want to do in life. Yeah I um dude talking about the deleted part I had this awakening again at the last company. I had like a hundred and something emails in my inbox, which is crazy, right? I hadn't gotten an assistant yet at that point. And like one Saturday morning I woke up and I'm like, I'm just going to go all the way to the bottom and like see what's there. And I'm looking at these things and like at the time they seemed important enough to like keep as unread. And I'm going, well, delete, delete, delete. And I got all the way down to like 15 emails.
Starting point is 00:27:51 And I was like, oh my God, like look how many things that were completely unimportant, that had zero impact, that I actually didn't need to follow up on or whatever, that were just sitting in in my inbox creating noise in my brain, because I'm looking at 100 emails and it feels overwhelming every day, when really there's only 15 in here and probably even 10 of those are simple just one sentence follow ups. And we allow ourselves to get caught in, well, geez, I got to respond to everything. And it's just simply not true. Yeah, it's, if I could say, I mean, the to-do list, I'm glad we talked about that. There's three things I end up spending a lot of time
Starting point is 00:28:30 with entrepreneurs on because there's the mindset and strategic and all the stuff that feels great. And then there's the practical reality of your day-to-day life as an entrepreneur. And for most every entrepreneur, there's three things on there that are the things that truly destroy us tactically. One is the to-do list that we kind of talked about high level.
Starting point is 00:28:53 The other is our calendar and what we allow on our calendar and how we block time and manage time. And the third is the inbox and I'm literally looking at, I have my two monitors up as we're recording this and my inbox that I'm staring at says you've hit inbox 065 weeks in a row and and that is that is doesn't mean I don't I get a bunch of emails, but my Very strict kind of you know guidelines on how I follow up if I follow up if, if my assistant follows up, if this is better done. I do a lot of asynchronous, you know, record a quick video because I care about people
Starting point is 00:29:30 that I'm working with or in my life. So I'd rather record a nice video and, you know, send you the link to it because it's when I'm sitting on the back porch later in the day, but I send a nice note, Ryan, you know, great talking to you, blah, blah, blah. You know, here's the three things we talked about. So I try to really let my inbox not dictate my day at all. And then the final one is the calendar which just destroys people. And I do this coaching session with my group and I'll show them even, again, I know this
Starting point is 00:30:02 stuff I've lived it a lot of my life but of course I'm guilty of letting things drift and I show people what my calendar looked like two years ago and just pick a random week versus what it looks like now. And now my pre-block calendar, like my mornings, every single day is the same. I start at the same time. I have pre-block time for, you know, flow state and mental health and, you know, things that are priorities for me. When I'm in Barcelona, I have lunch with my wife every day. And those things are like non-negotiable, non-movable.
Starting point is 00:30:33 And then I have a few blocks where I'm like, this is when I'm gonna coach or work with clients or help friends. And that ability to kind of get in the zone versus what it used to look like. I'm running multiple companies and I'm going between sales meetings and talking about product and I'm talking to my financial advisor. I mean like context switching all day, different times every day. So I'm not one of those morning routine people.
Starting point is 00:31:01 Personally, I actually like a very clean calendar. So I pre block a lot of time, which just basically means I have total flexibility. If I decide to just go for a walk and not do anything for half a day, like my calendar kind of accommodates that that scheduling 15 minute increments and being at the gym by this time, that feels anti what I'm trying to do with my life, which is live happy and free. And so it works for some people, but for me, I have to pre-block time, so I have a lot more control of my calendar.
Starting point is 00:31:35 So those three things, if you get those three things right, then I think it literally transforms your life as an entrepreneur. Yeah, and I think one of the main ideas that I take from that is I think a derivative thing that people do not give enough conversation to is this idea of noise, right? That's constantly in your head. And when you don't know what your day is going to be because it's different every day and people are randomly dropping stuff into your calendar that you don't know is there,
Starting point is 00:32:05 you don't know why it's there, et cetera, et cetera. All that, and you even said it, context switching, right? Like all these things create noise that doesn't allow you to reach, one, your peak energy state, or two, your peak clarity or focus on the topic that you're supposed to be talking about, because now you're like going, all right, I just got off a sales call,
Starting point is 00:32:24 now I'm talking to HR. And it takes you time to get in and you're not listening or you're thinking about the last call you had. You know, one of the things that I've really tried to work on in 2025, and I would put this noise underneath this topic is energy management, right? Like I find similar to you,
Starting point is 00:32:43 I put blocks, I use like the focus time in the Google Calendar is my way of having that. Like I will not allow someone to schedule something over the top of focus time. And I've gotten pushback from the team, like, well, we need to talk to you. I'm like, then find another time. Or like you said, create a quick Loom video, explain it to me and I'll watch it as soon as I can and I'll be able to give you an answer Because if I don't have those blocks of time in there I can't actually do right we don't actually we don't actually get the space to do the creative work in whatever capacity that creative work takes to solve the big problems which is ultimately you know what we're doing most days and That I mean guys if you're listening to this,
Starting point is 00:33:26 you know, and go back and re-listen to that section, and I'll probably end up pulling that section out as well, because this is the core. I mean, if you want to hear about some crazy marketing strategy you had that blew your company up X amount, but you can't even get to that if you don't have those three core things settled in your brain. Like, you literally can't even, you don't have those three core things settled in your brain like you literally can't even you don't have the brain capacity to come up with the idea to implement the strategy. Yeah it's the
Starting point is 00:33:52 one that that's really I mean there again to-do list inbox and calendar are all like equally challenging for most people the one that I think is the easiest to solve for but for whatever reason a lot of people struggle with is calendar. I always say, let's talk about what your calendar looks like today, current state versus what I call the dream calendar. What would your dream calendar be considering exactly like you said, Ryan? What's your energy? Are you energetic in the afternoon?
Starting point is 00:34:20 That's when you want to be doing sales calls or are you creative in the morning so you want to be thinking or meditating or writing. And let's forget all the stuff that you have. Let's just lay it out like it would be amazing. And then let's consider things like, do you want to take Fridays off? Do you want to be able to travel on the weekends? Do you want to take one week a month off? Not that you can do it yet, but that's the goal. And so we start off with like current state and future state. And then it's just a simple reverse engineering thing. And when I'm coaching someone, that's what
Starting point is 00:34:52 we'll do is we'll say, all right, well, in order to get from where you are to where you want to go, let's just do two things for the next two weeks. Let's block Friday afternoon after one o'clock and just literally block in your calendar. You and I both know that if you have an emergency, you can open it up, but let's just go ahead and pre block it going forward. And then let's take a whatever some other day and put a two hour block for nothing but creative thinking strategy. Can you do that?
Starting point is 00:35:22 And most people are like, yeah, I can do it as long as I know I can change it. I'm like, great, do that. And then you just start picking away. And then before, you know, it's another three or four weeks and it's like, I think we can probably take Fridays off now, you know, and let's just go ahead and pre-block it. There's always emergencies, there's always exceptions, let's pre-block it. And then you literally watch people's lives and the way they run their business transform because they control their calendar.
Starting point is 00:35:45 And it's just that simple. Like you said, all the brilliant marketing strategies and distribution plans and code that you can write, those things are of course critical, but none of them can happen the way they should happen at scale or, and or, your life on the journey is going to suck if you don't manage those three things. And I have way too many friends that they're you know plus or minus my
Starting point is 00:36:10 age. I'm 54 now and they're you know my kids are you know one's out of college one's about finished with college and I'm an empty nester and I look back and say like I enjoyed and spent so much time with my kids. I have a lot of friends that are they just sold their business or they you know semi retiring and they've made so much money and they're like but I missed my kids growing up or I'm You know falling apart, you know mentally and physically because I neglected my health for 20 years while I was grinding And I finally sold my company for 50 million dollars and now it doesn't matter. I can't travel anyway, you know So I really feel so strongly that that people and I finally sold my company for $50 million, and now it doesn't matter, I can't travel anyway.
Starting point is 00:36:45 So I really feel so strongly that people make these changes because that's what leads to a more scalable business, a business you can sell, but it's your option versus being forced to sell it. And so yeah, this is as sexy as the other stuff is, these three things are what really make the difference in an entrepreneur's life. You know what's really funny too, and I'm sure you know this as much as I do, when you sit with other successful entrepreneurs a lot of times,
Starting point is 00:37:15 this is the stuff they want to talk about. Like the real prime time players, like they don't care about the marketing strategy or the big sale or even I mean They'll talk about product a little bit once in a while make more more like, you know, maybe a little bit of Agrandizing what they did right like all we built this cool thing, whatever it's fun But when you like when you're sitting in so you're they're talking about time. How do I get more time in my family? How are you managing? Com's how are you making sure you have I mean This is the core stuff that people really dig into when you're actually having these conversations
Starting point is 00:37:49 with high level successful people. And I just want to touch on, and I'm interested in this for you, and then I want to move on to a different topic, but health management, right? I've been saying for years on this show, your health is a competitive advantage. If I'm sitting across a negotiation table, whether it's virtually or in person from someone who is not physically fit, I can tell doesn't manage their energy, they look hung over or whatever, you know you're going to win that negotiation.
Starting point is 00:38:19 You're going to outthink them, you're going to outmaneuver them, you're going to outpace them because they just haven't managed their energy and they may be smart as hell and they may have been successful, but you can out maneuver them simply because of your health. How were you able to, I mean again, I know this kind of goes into your whole, taking control of your life,
Starting point is 00:38:39 but how were you able to fit energy in and how did you prioritize your health and stuff along this journey? I mean six successful exits is incredible in and of itself, let alone you look like a very fit, healthy guy. And how were you able to get through all that? Well, I appreciate the kind words. I think a lot of it, you know, I was, soccer was my kind of passion, you know, growing up, I played at a pretty high level and post playing, I, you know, I continued to use soccer as an outlet for kind of the mental and physical, you know, part of my, my non-work life, my
Starting point is 00:39:19 non-family life. And so I continued to play up until not terribly long ago. I was playing four or five days a week, you know, pickup games, indoor, outdoor. And that was great physical, you know, kind of the physical side of my health, but also a massive stress reliever, you know, like I just, I just love playing soccer. And so, you know, prioritizing that, I was very fortunate that I found a group that was willing to, cause I mentioned earlier, I was a very early morning person, most people play soccer on the weekends or after work. And I found a group here in the U S where I am now.
Starting point is 00:39:58 That was playing three mornings a week before people go to the office. So we'd meet at five 36, six.15 depending on when the sun came up, play soccer for an hour, then shower, then go to the office. And to me it was like my day is already so good because I've had fun, I've hung out with some friends, I played soccer, I got some fitness in. So that was a big part of it. And now, I mean I'd be the first to admit if you knew me really well, people know that like soccer was such a big part of it. And now, I mean, I'd be the first to admit, if you knew me really well, people know that like,
Starting point is 00:40:28 soccer was such a big thing. I don't like, I don't love to run. There's not a lot of other like forms of exercises. One of the big reasons we live, you know, half the year in Barcelona is, it's a lot easier for me to be intentional about those things when I'm in Barcelona. I walk everywhere, every day. I
Starting point is 00:40:46 walk to get coffee. I walk to have lunch with my wife. I walk my dog. I get fresh air. I get sun. And where I grew up in the U.S. in Charlotte, North Carolina, it's a great city, but I have to get in my car to drive to get a cup of coffee or drive to meet someone for dinner. And so I don't, I have to be much more intentional. I try to design my life where I don't have to think about those things so much. And that's why Barcelona for us is wonderful because just by doing the things that I naturally want to do, I'm getting more exercise, I'm eating healthier food, et cetera. If I was in some other city, I wouldn't have those same kind of benefits. And so I try to be
Starting point is 00:41:29 intentional and sort of design my life around what makes that stuff easy for me. Yeah, and that feels like a through line for your success. And I think for many people is this intentionality, right? Like setting boundaries and being intentional about the things you want and going and getting them. So you've now parlayed all this success and business knowledge and love for soccer and now you own your own, you own a soccer club. Talk to me a little bit about that decision because I've never owned a professional sports team myself, although hearing from different people on that can be a hit or miss relationship and opportunity. But I, you know, I'd love the decision to purchase the team and how has applying your entrepreneurial skills
Starting point is 00:42:16 to a sports franchise, how has that translated? Yeah, it's been a really, really fun chapter. So as I mentioned, I literally have been a lifelong soccer enthusiast. I used to call myself player, now I say fan because I don't play anymore. But it's been a big part of my life. I mean, growing up, it's all I thought about, all I wanted to do, all my goals and dreams were soccer related. And I was very fortunate to check off a lot of those kind of goals.
Starting point is 00:42:49 And then I got into the business world, a lot of my companies were, I kept weaving back around to soccer was a through line for me. So my first company, which was an early internet company, some of our biggest clients were soccer businesses and because that's what I wanted to work on. My second company was kind of the fusion of early technology with the sport of soccer. I built one of the largest kind of media platforms on the internet.
Starting point is 00:43:17 So it's been a through line. My family and I, I pulled my daughters out of school when they were nine and 12 to travel the world. That's really, again, uniquely possible because of the way I designed my daughters out of school when they were nine and 12 to travel the world. That's really again uniquely possible because of the way I designed my companies. I was still running companies while doing it. We ultimately moved to Barcelona to have a new experience and while I was living there it sort of became this almost like bucket list dream, but it was very far out in time and the future of like, it would just be so cool to buy a soccer team in Spain.
Starting point is 00:43:51 And maybe when I retire, that was kind of my thinking is I'll get a little place in Spain and retire and I would love to own a little team. But you know, fast forward and really about five or six years ago, I just started thinking about what's going on in the global kind of game and the business. What I feel like the American side of sports business is really being kind of cast around the world. You can see it across a lot of sports, the entertainment value and pregame and all the things that really didn't exist in Spain.
Starting point is 00:44:25 And I was like, you know what, this isn't a retirement thing. This is a business opportunity. I want to do it, you know? And so kind of sped up the timeline and yeah, it's been about three and a half, four years ago that we bought a team and it's 115 year old team in Southern Spain. So multi-generational. It's beautiful right at the Strait of Gibraltar. So if I'm sitting in my seat, I'm literally looking at the Rock of
Starting point is 00:44:50 Gibraltar over the back of the stadium, Morocco's 14 kilometers away. So it's just a beautiful location. And then to kind of answer your question, you know, it's, I hired a CEO. I have a whole, you know, much more qualified group of people that make day-to-day decisions and coaching staff and recruiting players. I have no role in the club other than, you know, I mean, I own it, but I, I get involved in things that I'm excited about, but I know that, you know, there are other people that are better at making decisions than me. So, it's been, it's been a lot of fun.
Starting point is 00:45:26 I've tried to apply a lot of lessons learned and business lessons to it, but it's a very different business. In 115 years of doing things, I underestimated how resistant to change people would be. I come up with something like, oh, I'm a big brand guy. I love brands and logos. I'm like, let's update this and let's change that and I mean people are like whoa you can't touch the logo that's been here a hundred years. So it's been a funny experience in some ways there have been some challenges I mean I've learned already some crazy lessons that you know come along with
Starting point is 00:46:03 sports team ownership at any level. But yeah, it's been a really, really fun chapter overall. Where does the teams, and I'm not as familiar with how, I mean, I know there's like different leagues and stuff. Where does it fall like in relation to some of the other teams that maybe a US audience might know well? Yeah, so yeah, so it's a good question. to some of the other teams that maybe a U.S. audience might know well? Yeah. So, yeah, it's a good question.
Starting point is 00:46:28 So, in Spain, there are five tiers of professional soccer. We are in the dead center, so third division, technically. And in Europe in general, in Spain, certainly, you know, it's the system of promotion and relegation. So at the end of every season, teams are moving up and down from first division to second division to third division to up. And so, for example, over the past year or two
Starting point is 00:46:56 in our division, we play against teams like Malaga and Ibiza that were formerly first division teams. Malaga was in champions League eight years ago, but they've been relegated down to our division. And so, and we're also playing against teams that started, you know, in very low divisions, maybe even pre-professional, like amateur level that have just over decades have become professional.
Starting point is 00:47:21 So it's really crazy competitive. In terms of comparing it to the US, some people think, oh, it's third division Spain. And we probably would beat at least half of the MLS teams in the United States. I mean, there are a few MLS teams that are, of course, at another level. But this level is really competitive.
Starting point is 00:47:43 And it's neat to see we have a, we have a range of, you know, very young players that turn professional. They signed their first contract with a club like ours. We sold a player to Real Madrid two years ago. We have some players that are at the end of their career and they played in Germany or Russia or somewhere, but now they're older and can no longer play first division. So we might be the last club they play for before they retire. So it's a neat, you know, there are a lot of stories built into any sports team, but you know, young players that are hoping to make it that, you know, don't go to school, dropped out of high school to turn pro, won't go to college. And so this is their one shot in life.
Starting point is 00:48:22 A lot of that human interest kind of stuff wrapped into it. Is the goal always to ascend? Are you trying to just be the best in your division? Like how do you manage? Are you are you constantly managing to ascend to the next level or like I guess how do you how do you work all that out? Like what your, how are you structuring your, your strategy there? Yeah, it's, it's, um, I mean, ultimately most clubs, certainly our club, the goal would be to promote to the next division. There are, you know, very real, significant, meaningful financial benefits to that. You know, the, we have a TV contract.
Starting point is 00:49:02 It goes up by seven and a half million a year just with one promotion. I mean, it's a very meaningful scenario. But where we're different than, I don't know, other people perhaps, a lot of people look at sports team ownership and it is kind of an ego or trophy thing. Like they just wanna say,
Starting point is 00:49:24 I won the championship, I won the trophy. And they'll overfund and lose crazy money to win a trophy. Like that's just not our strategy. I mean, we do want to promote in the future by building very methodically. We started two years ago with the back office. Like I inherited a group of players and coaches and didn't change anything. Started with how do we run finance? How do we run operations?
Starting point is 00:49:49 How do we, literally in the back of the house and we've slowly moved up to last year we traded 15 players. We got a new coaching staff and so we're just kind of trying to make smarter decisions, run it like a business. And over time if we're so fortunate to run it well and assemble a group of players that fight for promotion. This season, we really, towards the end of the season, we were kind of a winning streak and really found our rhythm.
Starting point is 00:50:21 And the difference between where we ended up at the end of the season versus going into the playoffs was one win. And I think if we'd have had like two or three more games, we would have been fighting for the playoffs. And then it comes down to do you do well in the playoffs and get promoted or not. But for me, I was very happy with where we ended up. I thought it was a great season. We're not doing it again for ego and even if we even if we
Starting point is 00:50:46 did promote it's not like, you know, we would do anything different it would be that same strategy again, you know, hiring good people, managing day-to-day. So it's I've learned a lot but it's been a really fun experience thus far. Yeah, one last question on the on the soccer piece. How is it different managing fans as customers than say customers as customers? Because it seems like you have things like if you change the logo, most of your customers would be like, okay, well, I like your product or I don't. But a fan might say, I love you guys, but now I'm gonna ship post on some Reddit board or whatever the equivalent is
Starting point is 00:51:26 because I don't like the logo anymore and now you gotta deal with that. Like, how is that dynamic? And you've run a media company before, so maybe it's similar in a little bit, but like, I'm very interested in that. No, it's such a good and funny question because that was and has been an eye-opener for me.
Starting point is 00:51:43 My CEO, who's a business partner of mine now that runs the day-to-day, he lives in Southern Spain. He was formerly a First Division CEO in La Liga, in Barcelona, and so he's overqualified. And he told me, he said, look, every decision you make, no matter what it is, good or bad, for any reason, some percentage, 5 to 10% of the supporters or the fans are going to hate it and going to be very vocal about it.
Starting point is 00:52:16 And early on, I felt incredibly welcome. I was, candidly, I was a little bit worried as an American buying this team that they were going to be like, oh, you know, capitalist doesn't know anything about soccer. And so I spent the first year going to every home game, letting people know that I cared and I wanted to be there. It wasn't just a capitalist thing. It was like, I really love it. I would sometimes sit up in the box with their jackets on and like I'm down in the sports
Starting point is 00:52:41 bar with our fans having a beer before the game, you know. So I really wanted it to be different, feel different. But the reality is after a short period of time when people are just excited because there's change and there's something new, then it segments into those people that understand what you're doing and probably get it and are supportive and those that you can do no right. I mean, there's literally so I get direct messages to my social media accounts sometimes from people about like which players play or not I'm like I have nothing to do with
Starting point is 00:53:12 that like I have a coach I don't decide who plays you know and it's and I you know they're passionate which is such a good thing and they're they care so much about their team and their club. As a human, especially one that actually, again, try to be a good person, I want to explain to people like, hey, we've invested a million dollars over budget this year to make things better, but then people will literally send me messages and be like, just put more money in the club. It's like you don't understand actually what we're doing.
Starting point is 00:53:44 We put a lot more than we probably should have in. So yeah, I smile just because it is true. Like I've just decided like there's gonna be some fans that it doesn't matter what we do, we could win the championship and they're gonna complain about how we won it, you know? It's like. Well, as a lifelong Bills fan,
Starting point is 00:54:01 I can say I completely understand their side of the aisle, even though, you know what I mean? I got buddies, it's so funny. I feel for you and I was getting ready to chat with you. I really wanted to spend some time in the Sauer Club because I find that business model so intriguing. I'm a lifelong baseball player and played football. I unfortunately got injured or I probably would've played
Starting point is 00:54:21 football in college but ended up playing baseball because of an injury. But like, it is a wild dynamic, right? No matter how good a service you have, no matter where you are, like from a standard business perspective, no one's tattooing your logo on their arm or their leg, right? But when you have a sports club, you know, they're gonna tattoo it, they're gonna wear the jersey, the hat, they're gonna, you know, they're gonna do all these crazy, have flags and shrines.
Starting point is 00:54:51 I mean, I don't know if you've ever driven through Buffalo, New York, but literally their thing there is these guys build shrines, and I mean that in the purest sense of the term to the bills in their garages. And on game day, all their garages are open and you can drive through neighborhoods. And it's like, you're like, what is going on?
Starting point is 00:55:08 You know, and the amount of passion and Josh Allen can throw 39 touchdowns and people are still talking about how, well, if only he was a more accurate passer. It's like, he won the MVP this year. What are we talking about? So true. Well, Mack, dude, I could talk to you for hours.
Starting point is 00:55:25 I appreciate you. This has been wonderful. And I really appreciate the tactical stuff because I do think that it is very easy, especially with social media and with a lot of, you know, maybe even people that are trying to do the right thing, but but aren't necessarily giving the right advice or they're going for the wrong types of metrics in their advice. They don't slow down to talk about these actual tactical things that drive true leadership and how we actually get there.
Starting point is 00:55:49 So I appreciate that, man. If someone wants to just get in your world more and just kind of be in what you're creating, what you're talking about, where can they go to get involved in your work? Yeah, thank you. So I have a like a personal website at you know, it's basically macklackie.com. So m a c, Lackie, L A C K E Y. So macklackie.com, you know, is my kind of core website on social media. It's kind of at macklackie on YouTube and across the social channels. And literally just in the past few months, I have made a commitment to try to truly put out more content
Starting point is 00:56:28 for the reason you said, which is I feel like there are a lot of people talking about these very esoteric high level things and those things are important too, but I've just been trying to share, very tactical changes people can make. I wanna help people. I know that for every person that joins
Starting point is 00:56:46 one of my group programs or coaches with me, there's a thousand more I can help that they'll never need or want to join something. That's great. I wanna put a lot of stuff out there. So yeah, I think if people are interested, follow me on social media and send me a message. My team and I, we really truly try to help.
Starting point is 00:57:03 And if we can help someone, send them a free message, you know, my team and I, we really truly try to help. And if, you know, we can help someone, send them a free resource, recommend something, send them to someone else that can help them, we certainly wanna do that, so. Well, I appreciate you, man. Thank you so much. Thanks for having me. Let's go.
Starting point is 00:57:22 Yeah, make it look, make it look, make it look, geez. Thank you for listening to The Ryan Hanley Show. Be sure to subscribe and leave us a comment or review wherever you listen to podcasts.

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